Ethyl bromoacetate → HCID 131727366, Verbindung

Temperatur

60 °C

To a solution of dibenzylhydrazine (5.30 g, 25.0 mmol) and THF (50 mL) and TBAI (0.46 g, 1.25 mmol) was added BrCH2CO2Et (2.64 mL, 23.8 mmol) and Et3N (3.32 mL, 23.8 mmol). The reaction mixture was stirred at 60° C. for 7 hours, an additional 0.3 eq. of base and electrophile were added (BrCH2CO2Et, 0.83 mL, 7.5 mmol and Et3N, 1.0 mL, 7.5 mmol). The reaction mixture was held overnight at R/T, an additional 0.3 eq. of each reagent was added and the reaction mixture was stirred at 60° C. for 4 more hours. The reaction mixture was partitioned with CH2Cl2, and the isolated organic fraction was washed with brine three (3 times), dried over Na2SO4, and concentrated in vacuo to afford 7.21 g, 24.2 mmol, (97%) of a crude oil.

1. waitThe reaction mixture was held overnight at R/T
2. stirringthe reaction mixture was stirred at 60° C. for 4 more hours
3. customThe reaction mixture was partitioned with CH2Cl2
4. washthe isolated organic fraction was washed with brine three (3 times)
5. dry with materialdried over Na2SO4
6. concentrationconcentrated in vacuo

ORD-Eintrag

ord-ebeeb039964a4f5b90012c8ce5c1b9a9

Quelldatensatz

uspto-grants-2009_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07504521B2